2-(1,3-dimethyl-1H-pyrazol-5-yl)-4-(4-fluorophenyl)thiazol-5-amine | 1187843-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1,3-dimethyl-1H-pyrazol-5-yl)-4-(4-fluorophenyl)thiazol-5-amine
• 英文别名: 2-(2,5-Dimethylpyrazol-3-yl)-4-(4-fluorophenyl)-1,3-thiazol-5-amine
• CAS: 1187843-26-0
• 化学式: C₁₄H₁₃FN₄S
• 分子量: 288.348
• InChiKey: IUQZSYZQQSWNNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  85
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  呋喃甲酰氯 、 2-(1,3-dimethyl-1H-pyrazol-5-yl)-4-(4-fluorophenyl)thiazol-5-amine 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以59 mg的产率得到N-(2-(1,3-dimethyl-1H-pyrazol-5-yl)-4-(4-fluorophenyl)thiazol-5-yl)furan-2-carboxamide
  参考文献：
  名称：

  Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives

  摘要：

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.

  DOI：

  10.1021/jo9014529
• 作为产物：
  描述：

  N-(2,4-dimethoxybenzyl)-2-(1,3-dimethyl-1H-pyrazol-5-yl)-4-(4-fluorophenyl)thiazol-5-amine 在 三氟乙酸 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.33h， 生成 2-(1,3-dimethyl-1H-pyrazol-5-yl)-4-(4-fluorophenyl)thiazol-5-amine
  参考文献：
  名称：

  Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives

  摘要：

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.

  DOI：

  10.1021/jo9014529